O-Cresol → HCID 57168616, compound

HRID 429037Notes

Reaction equation

HRID 429037 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:15][O:16][C:17](=[O:32])[CH:18]=[N:19][O:20][CH2:21][C:22]1[CH2:27][C:26]([CH3:28])=[C:25]([CH3:29])[CH2:24][C:23]=1[CH2:30]Cl>>[CH3:15][O:16][C:17](=[O:32])[CH:18]=[N:19][O:20][CH2:21][C:22]1[CH2:27][C:26]([CH3:28])=[C:25]([CH3:29])[CH2:24][C:23]=1[CH2:30][O:7][C:6]1[CH:5]=[CH:4][CH:3]=[CH:2][C:1]=1[CH3:8]

Participants

4

Reactant 3

HCID 335O-CresolHCID 11430Potassium CarbonateHCID 57018666HCID 57018666, compound

Product 1

HCID 57168616HCID 57168616, compoundYield 97.8%

Procedure

20 g of o-cresol and 40 g of potassium carbonate are added to a solution of 27.5 g of methyl(2-chloromethyl-4,5-dimethylcyclohexa-1,4-dienyl)methoxyiminoacetate. The mixture is now heated for 14 hours at 65°, cooled to room temperature and filtered with suction, and the filtrate is evaporated. The residue is taken up in 150 ml of ethyl acetate, the mixture is washed with potassium carbonate solution and filtered with suction, and the filtrate is evaporated. In this manner, 34 g of the title compound are obtained as a pale brown oil.

Workup

  1. temperatureThe mixture is now heated for 14 hours at 65°
  2. filtrationfiltered with suction
  3. customthe filtrate is evaporated
  4. washthe mixture is washed with potassium carbonate solution
  5. filtrationfiltered with suction
  6. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-15d2137e991748a7ad50057817467ec7
Source dataset
uspto-grants-2001_11
Patent number
US06316389B1

Reaction notes

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